Synthetic studies towards the penicisulfuranols: Synthesis of an advanced spirocyclic diketopiperazine intermediate

被引：8

作者：

Gayler, Kevin M. ^{[1
]}

Lambert, Kyle M. ^{[1
]}

Wood, John L. ^{[1
]}

机构：

[1] Baylor Univ, Dept Chem & Biochem, Waco, TX 76798 USA

来源：

TETRAHEDRON | 2019年 / 75卷 / 24期

关键词：

Penicisulfuranols; Diketopiperazine; Spirocycle; Hydroxamic acid; Oxidation; OXIDATION; PIPERAZINEDIONES; ALKALOIDS;

D O I：

10.1016/j.tet.2019.01.032

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The 2,5-diketopiperazine (DKP) moiety is a core feature of many natural products and medicinally relevant scaffolds. As part of our efforts directed towards a total synthesis of penicisulfuranol B, we have developed and report herein: (1) the preparation of an N-hydroxy diketopiperazine intermediate accessible via a molybdenum-mediated oxidation of a parent diketopiperazine, and (2) further synthetic studies leading to a novel spirocyclic dihydrobenzofuran-containing diketopiperazine. (C) 2019 Elsevier Ltd. All rights reserved.

引用

页码：3154 / 3159

页数：6

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